Triazole linked carbohydrates
First Claim
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1. A compound having the structure I, wherein each R, independently, is selected from the group consisting of hydrogen, hydroxy, alkoxy having up to 8 carbon atoms, acyloxy having up to 8 carbon atoms, acylamino having up to 8 carbon atoms, C1 to C20 hydrocarbyl and substituted hydrocarbyl and amino;
- R3 is selected from the group consisting of H, C1 to C20 hydrocarbyl and substituted hydrocarbyl;
m is 0 or 1, and n and n′
are, independently, 4 or 5;
wherein the N-1 nitrogen atom of the triazole ring is linked to a first saccharide group; and
wherein the 4-carbon atom or the 5-carbon atom of the triazole ring is bound to a second saccharide group via a carbonyl group.
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Abstract
Disclosed is an invention concerning triazolyloligosaccharides, oligosaccharides wherein the bonding between the saccharide groups is via a triazole group and methods for their preparation.
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Citations
6 Claims
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1. A compound having the structure I,
wherein each R, independently, is selected from the group consisting of hydrogen, hydroxy, alkoxy having up to 8 carbon atoms, acyloxy having up to 8 carbon atoms, acylamino having up to 8 carbon atoms, C1 to C20 hydrocarbyl and substituted hydrocarbyl and amino; -
R3 is selected from the group consisting of H, C1 to C20 hydrocarbyl and substituted hydrocarbyl;
m is 0 or 1, and n and n′
are, independently, 4 or 5;
wherein the N-1 nitrogen atom of the triazole ring is linked to a first saccharide group; and
wherein the 4-carbon atom or the 5-carbon atom of the triazole ring is bound to a second saccharide group via a carbonyl group. - View Dependent Claims (4)
wherein m=0 and R3 is H, wherein each R, independently, is selected from the group consisting of hydrogen, hydroxy, alkoxy having up to 8 carbon atoms, acyloxy having up to 8 carbon atoms, acylamino having up to 8 carbon atoms, C1 to C20 hydrocarbyl, C1 to C20 substituted hydrocarbyl and amino; - and
n and n′
, independently, are 4 or 5.
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2. A compound of the structure II,
wherein R1 is selected from the group consisting of H, Na, C1-C20 alkyl, wherein R2 is selected from the group consisting of hydroxy, alkoxy having from 1 to 8 carbon atoms, acyloxy having from 1 to 8 carbon atoms, acylamino having - from 1 to 8 carbon atoms, amino, hydrogen, and guanidino;
wherein R3 is selected from the group consisting of H, C1 to C20 hydrocarbyl, and substituted hydrocarbyl;
wherein R4 is selected from the group consisting of H, acyl having from 1 to 8 carbon atoms, and alkyl having 1 to 20 carbon atoms;
wherein R6 and R6′
are selected from the group consisting of H, OH, C1 to C20 alkoxy, C1 to C20 substituted alkoxy, mono-, di- or oligosaccharide, and alkylideneoxy taken together with R7′
when R7′
is not H, provided that one of R6 and R6′
must be H but R6 and R6′
may not both be H; and
R7 and R7′
are selected from the group consisting of H, acyl having from 1 to 8 carbon atoms, C1 to C20 alkyl, aryl, and alkylidene taken together with an adjacent R6, R6′
, R7 or R7′
.- View Dependent Claims (5)
wherein R1 is selected from the group consisting of H, Na, and C1-C20 alkyl, R2 is selected from the group consisting of hydroxy, alkoxy having from 1 to 8 carbon atoms, acyloxy having from 1 to 8 carbon atoms, acylamino having from 1 to 8 carbon atoms, amino, hydrogen, and guanidino; wherein R3 of the triazolyl ring is H and the other R3 is selected from the group consisting of H, C1 to C20 hydrocarbyl, and C1 to C20 substituted hydrocarbyl;
R4 is selected from the group consisting of H, acyl having from 1 to 8 carbon atoms, and alkyl having from 1 to 20 carbon atoms;
R6 and R6′
are selected from the group consisting of H, OH, C1 to C20 alkoxy, C1 to C20 substituted alkoxy, mono-, di- or oligosaccharide, and alkylideneoxy taken together with R7′
, when R7′
is not H, provided that one of R6 and R6′
must be H but R6 and R6′
may not both be H; and
R7 and R7′
are selected from the group consisting of H, acyl having from 1 to 8 carbon atoms, C1 to C20 alkyl, aryl, and alkylidene taken together with an adjacent R6, R6′
, R7 or R7′
.
- from 1 to 8 carbon atoms, amino, hydrogen, and guanidino;
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3. A compound of the structure III,
wherein R3 is selected from the group consisting of H, C1 to C20 hydrocarbyl, and C1 to C20 substituted hydrocarbyl; - R8 is selected from the group consisting of H, alkyl having from 1 to 20 carbon atoms, and acyl having from 1 to 8 carbon atoms;
wherein R6 and R6′
are selected from the group consisting of H, OH, C1 to C20 alkoxy, C1 to C20 substituted alkoxy, mono-, di- or oligosaccharide, and alkylideneoxy taken together with R7′
, when R7′
is not H, provided that one of R6 and R6′
must be H but R6 and R6′
may not both be H; and
wherein R7 and R7′
are selected from the group consisting of H, acyl having from 1 to 8 carbon atoms, C1 to C20 alkyl, aryl, and alkylidene taken together with an adjacent R6, R6′
, R7 or R7′
.- View Dependent Claims (6)
wherein R8 is selected from selected from the group consisting of H, alkyl having from 1 to 20 carbon atoms, and acyl having from 1 to 8 carbon atoms; R6 and R6′
are selected from the group consisting of H, OH, C1 to C20 alkoxy, C1 to C20 substituted alkoxy, mono-, di- or oligosaccharide, and alkylideneoxy taken together with R7′
when R7′
is not H, provided that one of R6 and R6′
must be H but R6 and R6′
may not both be H; and
R7 and R7′
are selected from the group consisting of H, acyl having from 1 to 8 carbon atoms, C1 to C20 alkyl, aryl, and alkylidene taken together with an adjacent R6, R6′
, R7 or R7′
.
- R8 is selected from the group consisting of H, alkyl having from 1 to 20 carbon atoms, and acyl having from 1 to 8 carbon atoms;
Specification